UCSF

Publications

  1. Klauser, P. C.; Berdan, V. Y.; Cao, L.; Wang, L. Encoding Latent SuFEx Reactive meta-Fluorosulfate Tyrosine to Expand Covalent Bonding of Proteins. Chem. Commun. doi: 10.1039/d2cc01902g (2022).
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  2. Yu, B.; Li. S.; Tabata, T.; Wang, N.; Kumar, G. R.; Liu, J.; Ott, M. M.; and Wang, L. Accelerating PERx Reaction Enables Covalent Nanobodies for Potent Neutralization of SARS-Cov-2 and Variants. bioRxiv. doi: 10.1101/2022.03.11.483867 (2022).
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  3. Cao, L.; Wang, L. New Covalent Bonding Ability for Proteins. Protein Sci. 31: 312-322 (2022).
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  4. Wang, N.; Wang, L. Genetically Encoding Latent Bioreactive Amino Acids and the Development of Covalent Protein Drugs. Curr Opin Chem Biol.66:102106 (2021).
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  5. Liu, J., Cao, L., Klauser, P.C., Cheng, R., Berdan, V.Y., Sun, W., Wang, N., Ghelichkhani, F., Yu, B., Rozovsky, S., Wang, L. A Genetically Encoded Fluorosulfonyloxybenzoyl‐L‐lysine for Expansive Covalent Bonding of Proteins via SuFEx Chemistry. J Am Chem Soc. 143, 10341-10351 (2021).
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  6. Cao, L., Liu, J., Ghelichkhani, F., Rozovsky, S., Wang, L. Genetic Incorporation of e-N-Benzoyllysine by Engineering Methanomethylophilus alvus Pyrrolysyl-tRNA Synthetase. ChemBioChem. doi.org/10.1002/cbic.202100218 (2021).
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  7. Berdan, V. Y., Klauser, P. C. Wang, L. Covalent peptides and proteins for therapeutics. Bioorg Med Chem. 29:115896 (2021).
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  8. Zhou X. X., Bracken, C. J., Zhang, K., Zhou, J., Mou, Y., Wang, L., Cheng, Y., Leung, K. K., Wells, J. A. Targeting Phosphotyrosine in Native Proteins with Conditional, Bispecific Antibody Traps. J Am Chem Soc. 142(41): 17703-17713 (2020).
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  9. Cheng, R., Liu, J., Wang, L., Forstner, M.B., Rozovsky, S. Reengineering the site-specific incorporation of selenocysteine into proteins. Chemical biological synthesis of Selenoproteins. In “Encyclopedia of Biological Chemistry”, 3rd Edition, Edited by Norma Allwell.(2020).
    View in: DOI

  10. Liu, J., Cheng, R., Eps, N. V., Wang, N., Morizumi, T., Ou, W. L., Klauser, P.C., Rozovsky, S., Ernst, O. P., Wang, L. Genetically Encoded Quinone Methides Enabling Rapid, Site-Specific, and Photocontrolled Protein Modification with Amine Reagents. J Am Chem Soc. 142(40): 17057-17068 (2020).
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  11. Li, S., Yang, B., Kobayashi, T., Yu, B., Liu, J., Wang, L. Genetically encoding thyronine for fluorescent detection of peroxynitrite. Bioorg Med Chem. 28(18):11566 (2020).
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  12. Li, Q., Chen, Q., Klauser, P. C., Li, M., Zheng, F., Wang, N., Li, X., Zhang, Q., Fu, X., Wang, Q., Xu, Y., Wang, L. Developing Covalent Protein Drugs via Proximity-Enabled Reactive Therapeutics. Cell. 182(1): 85-97 (2020).
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  13. Wang, N., Wang, L. Acid-brightening fluorescent protein (abFP) for imaging acidic vesicles and organelles. Methods Enzymol. 639: 167-189 (2020).
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  14. Vuong, W., Mosquera-Guagua, F., Sanichar, R., McDonald, T.R., Ernst, O.P., Wang L., Vederas, J.C. Synthesis of Chiral Spin-Labeled Amino Acids. Org Lett. 21: 10149-10153 (2019).
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  15. Liu J, Cai L, Sun W, Cheng R, Wang N, Jin L, Rozovsky S, Seiple I, Wang L. Photocaged Quinone Methide Cross-linkers for Light-controlled Chemical Cross-linking of Protein-protein and Protein-DNA Complexes. Angew Chem Int Ed Engl. 58: 18839-18843 (2019).
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  16. Hoppmann, C., Wang L. Genetically encoding photoswitchable click amino acids for general optical control of conformation and function of proteins. Methods Enzymol. 624: 249-264 (2019)
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  17. Liu, J., Li, S., Aslam, N. A., Zheng, F., Yang, B., Cheng, R., Wang, N., Rozovsky, S., Wang, P. G., Wang, Q., Wang L. Genetically encoding photocaged quinone methide to multitarget protein residues covalently in vivo. J Am Chem Soc. 141(24): 9458-9462 (2019)
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  18. Yang, B., Wang, N., Schnier, P. D., Zheng, F., Zhu, H., Polizzi, N. F., Ittuveetil, A., Saikam, V., Degrado, W. F., Wang, Q., Wang, P. G., Wang, L. Genetically introducing biochemically reactive amino acids dehydroalanine and dehydrobutyrine in proteins. J Am Chem Soc. 141(19): 7698-7703 (2019)
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  19. Yang, B., Wu, H., Schnier, P. D., Liu, Y., Liu, J., Wang, N., Degrado, W. F., Wang, L. Proximity-enhanced SuFEx chemical cross-linker for specific and multitargeting cross-linking mass spectrometry. Proc Natl Acad  Sci U S A. 115(44): 11162-11167 (2018)
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  20. Liu, J., Cheng, R., Wu, H., Li, S., Wang, P. G., Degrado, W. F., Rozovsky, S., Wang L. Building and breaking bonds via a compact S-propargyl-cysteine to chemically control enzymes and modify proteins. Angew Chem Int Ed Engl. 57(39): 12702-12706 (2018)
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  21. Fu, C., Kobayashi, T., Wang, N., Hoppmann, C., Yang, B., Irannejad, R., Wang, L. Genetically encoding quinoline reverses chromophore charge and enables fluorescent protein brightening in acidic vesicle. J Am Chem Soc. 140(35):11058-11066 (2018)
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  22. Liu, J., Zheng, F., Cheng, R., Li, S., Rozovsky, S., Wang, Q., Wang L. Site-specific incorporation of selenocysteine using an expanded genetic code and palladium-mediated chemical deprotection. J Am Chem Soc. 140(28):8807-8816 (2018)
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  23. Wang, N., Yang, B., Fu, C., Zhu, H., Zheng, F., Kobayashi, J., Liu J., Li, S., Cheng, M., Wang, P. G., Wang, Q., Wang, L. Genetically encoding fluorosulfate-L-tyrosine to react with lysine, histidine and tyrosine via SuFEx in protein in vivo. J Am Chem Soc. 140(15):4995-4999 (2018)
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    Nature Methods

    Research Highlights (Nat. Methods, 2018, 15: 408)
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  24. Kang, J. Y., Kawaguchi, D. Wang, L. Genetically encoding unnatural amino acids in neurons in vitro and in the embryonic mouse brain for optical control of neuronal proteins. Methods Mol. Biol. 1728:263-277 (2018)
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  25. Yang, B., Tang, S., Ma, C., Li, S. T., Shao, G. C., Dang, B., DeGrado, W. F., Dong, M. Q., Wang, P. G., Ding, S., Wang, L. Spontaneous and specific chemical crosslinking in live cells to capture and identify protein interactions. Nat. Comm. 8:1-10 (2017)
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  26. Wang, L. Engineering the genetic code in cells and animals: biological considerations and impact. Acc. Chem. Res. 50:2767-2775 (2017)
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  27. Hoppmann, C., Wong, A., Yang, B., Li, S., Hunter, T., Shokat, K.M., and Wang, L. Site-specific incorporation of phosphotyrosine using an expanded genetic code. Nat. Chem. Biol. 13:842-844 (2017) 

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  28. Wang, L. Genetically encoding new bioreactivity. N. Biotechnol. 38:16-25 (2017)

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  29. Klippenstein V, Hoppmann C, Ye S, Wang L, Paoletti P. Optocontrol of glutamate receptor activity by single side-chain photoisomerization. elife 6:e25808 (2017).

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  30. Chen, Y., Ma, J., Lu, W, Tian, M., Thauvin, M., Yuan, C., Volovitch, M., Wang, Q., Holst, J., Liu, M., Vriz, S., Ye, S., Wang, L., Li, D. Heritable expansion of the genetic code in mouse and zebrafish. Cell Research 27:294-297 (2017).

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    Science

    Editor’s Summary (Science 2017, 355:36)

  31. Pentelute BL, Wang L. Editorial overview: Chemistry for biopolymers to investigate and even move beyond nature. Curr Opin Chem Biol. 2016 Oct 14. PMID: 27751659.

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  32. Kobayashi T, Hoppmann C, Yang B, Wang L. Using Protein-Confined Proximity to Determine Chemical Reactivity. J Am Chem Soc. 2016 Oct 31; 138(45):14832-14835.

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  33. Ren H, Yang B, Ma C, Hu YS, Wang PG, Wang L. Cysteine Sulfoxidation Increases the Photostability of Red Fluorescent Proteins. ACS Chem Biol. 2016 Oct 21; 11(10):2679-2684.

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  34. Alamudi SH, Satapathy R, Kim J, Su D, Ren H, Das R, Hu L, Alvarado-Martínez E, Lee JY, Hoppmann C, Peña-Cabrera E, Ha HH, Park HS, Wang L, Chang YT, Development of background-free tame fluorescent probes for intracellular live cell imaging. Nat Commun. 2016; 7:11964-. PMID: 27321135.

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  35. Kang, J.-Y., Kawaguchi, D., and Wang, L. Optical Control of a Neuronal Protein Using a Genetically Encoded Unnatural Amino Acid in Neurons. J. Vis. Exp. 109, e53818, doi:10.3791/53818 (2016).

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  36. Hoppmann C, Wang L. Proximity-enabled bioreactivity to generate covalent peptide inhibitors of p53-Mdm4. Chem Commun (Camb). 2016 Apr 14; 52(29):5140-5143.

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  37. Hoppmann, C., Maslennikov I, Choe S, Wang L. In Situ Formation of an Azo Bridge on Proteins Controllable by Visible Light. J Am Chem Soc. 2015 Sep 9; 137(35):11218-21.

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  38. Li YC, Rodewald LW, Hoppmann C, Wong ET, Lebreton S, Safar P, Patek M, Wang L, Wertman KF, Wahl GM. A Versatile Platform to Analyze Low-Affinity and Transient Protein-Protein Interactions in Living Cells in Real Time. Cell Rep. 2014 Dec 11; 9(5):1946-58.

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  39. Chen XH, Xiang Z, Hu YS, Lacey VK, Cang H, Wang L. Genetically encoding an electrophilic amino acid for protein stapling and covalent binding to native receptors. ACS Chem Biol. 2014 Sep 19; 9(9):1956-61.

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  40. Wang Q, Sun T, Xu J, Shen Z, Briggs SP, Zhou D, Wang L. Response and adaptation of Escherichia coli to suppression of the amber stop codon. Chembiochem. 2014 Aug 18; 15(12):1744-9.

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    Nature Chemical Biology

    Research Highlights (Nat. Chem. Biol. 2014, 10:695)

  41. Hoppmann C, Lacey VK, Louie GV, Wei J, Noel JP, Wang L. Genetically Encoding Photoswitchable Click Amino Acids in Escherichia coli and Mammalian Cells. Angew Chem Int Ed Engl. 2014 Apr 7; 53(15):3932-6.

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  42. Xiang Z, Lacey VK, Ren H, Xu J, Burban DJ, Jennings PA, Wang L. Proximity-enabled protein crosslinking through genetically encoding haloalkane unnatural amino acids. Angew Chem Int Ed Engl. 2014 Feb 17; 53(8):2190-3.

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  43. Coin I, Katritch V, Sun T, Xiang Z, Siu FY, Beyermann M, Stevens RC, Wang L. Genetically encoded chemical probes in cells reveal the binding path of urocortin-I to CRF class B GPCR. Cell. 2013 Dec 5; 155(6):1258-69.

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    Cell

    Leading Edge Previews (Cell, 2013, 155:1207)

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    V. Katritch
  44. Kang JY, Kawaguchi D, Coin I, Xiang Z, O'Leary DD, Slesinger PA, Wang L. In vivo expression of a light-activatable potassium channel using unnatural amino acids. Neuron. 2013 Oct 16; 80(2):358-70.

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    J. Kang
  45. Lacey VK, Louie GV, Noel JP, Wang L. Expanding the library and substrate diversity of the pyrrolysyl-tRNA synthetase to incorporate unnatural amino acids containing conjugated rings. Chembiochem. 2013 Nov 4; 14(16):2100-5.

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  46. Xiang Z, Ren H, Hu YS, Coin I, Wei J, Cang H, Wang L. Adding an unnatural covalent bond to proteins through proximity-enhanced bioreactivity. Nat Methods. 2013 Sep; 10(9):885-8.

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  47. Jagadish K, Borra R, Lacey V, Majumder S, Shekhtman A, Wang L, Camarero JA. Expression of fluorescent cyclotides using protein trans-splicing for easy monitoring of cyclotide-protein interactions. Angew Chem Int Ed Engl. 2013 Mar 11; 52(11):3126-31.

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  48. Johnson DB, Wang C, Xu J, Schultz MD, Schmitz RJ, Ecker JR, Wang L. Release factor one is nonessential in Escherichia coli. ACS Chem Biol. 2012 Aug 17; 7(8):1337-44.

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  49. Parrish AR, She X, Xiang Z, Coin I, Shen Z, Briggs SP, Dillin A, Wang L. Expanding the genetic code of Caenorhabditis elegans using bacterial aminoacyl-tRNA synthetase/tRNA pairs. ACS Chem Biol. 2012 Jul 20; 7(7):1292-302.

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  50. Wang Q, Wang L. Genetic incorporation of unnatural amino acids into proteins in yeast. Methods Mol Biol. 2012; 794:199-213.

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  51. Johnson DB, Xu J, Shen Z, Takimoto JK, Schultz MD, Schmitz RJ, Xiang Z, Ecker JR, Briggs SP, Wang L. RF1 knockout allows ribosomal incorporation of unnatural amino acids at multiple sites. Nat Chem Biol. 2011 Nov; 7(11):779-86.

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  52. Shen B, Xiang Z, Miller B, Louie G, Wang W, Noel JP, Gage FH, Wang L. Genetically encoding unnatural amino acids in neural stem cells and optically reporting voltage-sensitive domain changes in differentiated neurons. Stem Cells. 2011 Aug; 29(8):1231-40.

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  53. Lacey VK, Parrish AR, Han S, Shen Z, Briggs SP, Ma Y, Wang L. A fluorescent reporter of the phosphorylation status of the substrate protein STAT3. Angew Chem Int Ed Engl. 2011 Sep 5; 50(37):8692-6.

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    Angewandte Chemie

    Editor’s Hot Paper

  54. Coin I, Perrin MH, Vale WW, Wang L. Photo-cross-linkers incorporated into G-protein-coupled receptors in mammalian cells: a ligand comparison. Angew Chem Int Ed Engl. 2011 Aug 22; 50(35):8077-81.

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    Angewandte Chemie

    VIP (Very Important Paper)

  55. Xiang Z, Wang L. Enantiospecific synthesis of genetically encodable fluorescent unnatural amino acid L-3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid. J Org Chem. 2011 Aug 5; 76(15):6367-71.

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  56. Takimoto JK, Dellas N, Noel JP, Wang L. Stereochemical basis for engineered pyrrolysyl-tRNA synthetase and the efficient in vivo incorporation of structurally divergent non-native amino acids. ACS Chem Biol. 2011 Jul 15; 6(7):733-43.

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  57. Parrish AR, Wang L. Genetic Incorporation of Unnatural Amino Acids into Proteins. Comprehensive Natural Products Chemistry II Chemistry and Biology. 2010; 5:587-617.

  58. Takimoto JK, Xiang Z, Kang JY, Wang L. Esterification of an unnatural amino acid structurally deviating from canonical amino acids promotes its uptake and incorporation into proteins in mammalian cells. Chembiochem. 2010 Nov 2; 11(16):2268-72.

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  59. Johnson DB, Wang L. Imprints of the genetic code in the ribosome. Proc Natl Acad Sci U S A. 2010 May 4; 107(18):8298-303.

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    Science

    Editors’ Choice (Science, 2010, 328:407)

  60. Majmudar CY, Lee LW, Lancia JK, Nwokoye A, Wang Q, Wands AM, Wang L, Mapp AK. Impact of nonnatural amino acid mutagenesis on the in vivo function and binding modes of a transcriptional activator. J Am Chem Soc. 2009 Oct 14; 131(40):14240-2.

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  61. Takimoto JK, Adams KL, Xiang Z, Wang L. Improving orthogonal tRNA-synthetase recognition for efficient unnatural amino acid incorporation and application in mammalian cells. Mol Biosyst. 2009 Sep; 5(9):931-4.

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  62. Wang Q, Parrish AR, Wang L. Expanding the genetic code for biological studies. Chem Biol. 2009 Mar 27; 16(3):323-36.

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  63. Shu X, Wang L, Colip L, Kallio K, Remington SJ. Unique interactions between the chromophore and glutamate 16 lead to far-red emission in a red fluorescent protein. Protein Sci. 2009 Feb; 18(2):460-6.

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  64. Lin MZ, Wang L. Selective labeling of proteins with chemical probes in living cells. Physiology (Bethesda). 2008 Jun; 23:131-41.

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  65. Johnson DBF, Takimoto JK, Xu J, Wang L. Unnatural Amino Acids to Investigate Biological Processes. Wiley Encyclopedia of Chemical Biology. 2008; 10.1002/9780470048672.wecb585.

  66. Wang Q, Wang L. New methods enabling efficient incorporation of unnatural amino acids in yeast. J Am Chem Soc. 2008 May 14; 130(19):6066-7.

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  67. Wang W, Takimoto JK, Louie GV, Baiga TJ, Noel JP, Lee KF, Slesinger PA, Wang L. Genetically encoding unnatural amino acids for cellular and neuronal studies. Nat Neurosci. 2007 Aug; 10(8):1063-72.

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  68. Parrish AR, Wang W, Wang L. Manipulating proteins for neuroscience. Curr Opin Neurobiol. 2006 Oct; 16(5):585-92.

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  69. Wang L, Xie J, Schultz PG. Expanding the genetic code. Annu Rev Biophys Biomol Struct. 2006; 35:225-49.

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  70. Wang L, Tsien RY. Evolving proteins in mammalian cells using somatic hypermutation. Nat Protoc. 2006; 1(3):1346-50.

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  71. Zhang Y, Wang L, Schultz PG, Wilson IA. Crystal structures of apo wild-type M. jannaschii tyrosyl-tRNA synthetase (TyrRS) and an engineered TyrRS specific for O-methyl-L-tyrosine. Protein Sci. 2005 May; 14(5):1340-9.

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  72. Wang L, Schultz PG. Expanding the genetic code. Angew Chem Int Ed Engl. 2004 Dec 17; 44(1):34-66.

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  73. Wang L, Jackson WC, Steinbach PA, Tsien RY. Evolution of new nonantibody proteins via iterative somatic hypermutation. Proc Natl Acad Sci U S A. 2004 Nov 30; 101(48):16745-9.

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    Science

    News of the Week (Science, 2004, 306:1457)

    Nature Methods

    Research Highlights (Nat. Methods 2005, 2:87)

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  74. Xie J, Wang L, Wu N, Brock A, Spraggon G, Schultz PG. The site-specific incorporation of p-iodo-L-phenylalanine into proteins for structure determination. Nat Biotechnol. 2004 Oct; 22(10):1297-301.

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  75. Wang L. Expanding the genetic code. Science. 2003 Oct 24; 302(5645):584-5.

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  76. Zhang Z, Smith BA, Wang L, Brock A, Cho C, Schultz PG. A new strategy for the site-specific modification of proteins in vivo. Biochemistry. 2003 Jun 10; 42(22):6735-46.

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  77. Liu H, Wang L, Brock A, Wong CH, Schultz PG. A method for the generation of glycoprotein mimetics. J Am Chem Soc. 2003 Feb 19; 125(7):1702-3.

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    Science

    Editors’ Choice (Science 2003, 299:1283)

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  78. Mehl RA, Anderson JC, Santoro SW, Wang L, Martin AB, King DS, Horn DM, Schultz PG. Generation of a bacterium with a 21 amino acid genetic code. J Am Chem Soc. 2003 Jan 29; 125(4):935-9.

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  79. Wang L, Xie J, Deniz AA, Schultz PG. Unnatural amino acid mutagenesis of green fluorescent protein. J Org Chem. 2003 Jan 10; 68(1):174-6.

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  80. Wang L, Zhang Z, Brock A, Schultz PG. Addition of the keto functional group to the genetic code of Escherichia coli. Proc Natl Acad Sci U S A. 2003 Jan 7; 100(1):56-61.

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    Science

    Editors’ Choice (Science, 2003, 299:1283)

  81. Santoro SW, Wang L, Herberich B, King DS, Schultz PG. An efficient system for the evolution of aminoacyl-tRNA synthetase specificity. Nat Biotechnol. 2002 Oct; 20(10):1044-8.

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  82. Chin JW, Santoro SW, Martin AB, King DS, Wang L, Schultz PG. Addition of p-azido-L-phenylalanine to the genetic code of Escherichia coli. J Am Chem Soc. 2002 Aug 7; 124(31):9026-7.

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  83. Zhang Z, Wang L, Brock A, Schultz PG. The selective incorporation of alkenes into proteins in Escherichia coli. Angew Chem Int Ed Engl. 2002 Aug 2; 41(15):2840-2.

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  84. Chin JW, Martin AB, King DS, Wang L, Schultz PG. Addition of a photocrosslinking amino acid to the genetic code of Escherichiacoli. Proc Natl Acad Sci U S A. 2002 Aug 20; 99(17):11020-4.

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  85. Wang L, Brock A, Schultz PG. Adding L-3-(2-Naphthyl)alanine to the genetic code of E. coli. J Am Chem Soc. 2002 Mar 6; 124(9):1836-7.

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  86. Wang L, Schultz PG. Expanding the genetic code. Chem Commun (Camb). 2002 Jan 7; (1):1-11.

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  87. Wang L, Schultz PG. A general approach for the generation of orthogonal tRNAs. Chem Biol. 2001 Sep; 8(9):883-90.

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  88. Wang L, Brock A, Herberich B, Schultz PG. Expanding the genetic code of Escherichia coli. Science. 2001 Apr 20; 292(5516):498-500.

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  89. Wang L, Magliery TJ, Liu DR, Schultz PG. A New Functional Suppressor tRNA/Aminoacyl-tRNA Synthetase Pair for the in vivo Incorporation of Unnatural Amino Acids into Proteins. J Am Chem Soc. 2000; 122(20):5010-5011.
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  90. Song JQ, Li CZ, He HX, Chen Y, Wang L, Liu ZF. Fabrication of Gold Nanostructures on Graphite Using Atomic Force Microscope. Molecular Crystals and Liquid Crystals. 1997; 294(1):51-54.

  91. He HX, Li CZ, Song JQ, Mu T, Wang L, Zhang HL, Liu ZF. Force Titration of a Carboxylic Acid Terminated Self-Assemble Monolayer Using Chemical Force Microscopy. Molecular Crystals and Liquid Crystals. 1997; 294(1):99-102.

  92. Chen Y, Wang L, He HX, Liu ZF. Developing High Resolution Electrical Probing System Based on Atomic Force Microscopy. Molecular Crystals and Liquid Crystals. 1997; 294(1):91-94.

  93. Zhu B, Zhang P, Wang L, Liu Z. An Investigation on the Mutual-Phobicity between Fluorocarbon and Hydrocarbon Surfactants by Atomic Force Microscopy. J Colloid Interface Sci. 1997 Jan 15; 185(2):551-3.

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